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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL606
CHEMBL606
Compound Name MISOPROSTOL
ChEMBL Synonyms MISOPROSTOL | SC-29333 | CYTOTEC | TOPOGYNE | MYSODELLE
Max Phase 4 (Approved)
Trade Names MISOPROSTOL | MYSODELLE | CYTOTEC | TOPOGYNE
Molecular Formula C22H38O5

Additional synonyms for CHEMBL606 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCC(C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
Standard InChI InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16- ...
Download InChI
Standard InChI Key OJLOPKGSLYJEMD-URPKTTJQSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL606

Molecule Features

CHEMBL606 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Prostanoid EP3 receptor agonist Prostanoid EP3 receptor DailyMed ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis3ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage3ClinicalTrials
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials
Abortion, SpontaneousD0000223ClinicalTrials
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease4ATC
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials
Abortion, IncompleteD000027EFO:1001799incomplete abortion1ClinicalTrials
LeiomyomaD007889EFO:0000731uterine fibroid3ClinicalTrials
ObesityD009765EFO:0001073obesity3ClinicalTrials
MenorrhagiaD008595HP:0000132Menorrhagia3ClinicalTrials
Pre-EclampsiaD011225EFO:0000668preeclampsia3ClinicalTrials
Spondylitis, AnkylosingD013167EFO:0003898ankylosing spondylitis3ClinicalTrials
Cytomegalovirus InfectionsD003586EFO:0001062cytomegalovirus infection2ClinicalTrials
InfectionD007239EFO:0000544infection0ClinicalTrials
Peptic UlcerD010437HP:0004398Peptic ulcer4ATC
ClinicalTrials
Premature BirthD047928EFO:0003917premature birth2ClinicalTrials

Clinical Data

ClinicalTrials.gov MISOPROSTOL
The Cochrane Collaboration MISOPROSTOL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL606. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 0.999
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.993
CHEMBL299 Protein kinase C alpha Homo sapiens 0.992
CHEMBL1995 Prostanoid IP receptor Homo sapiens 0.965
CHEMBL3582 Protein kinase C epsilon Homo sapiens 0.936
CHEMBL3037 Cannabinoid CB1 receptor Mus musculus 0.890
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.745
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.458
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.280



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL299 Protein kinase C alpha Homo sapiens 0.996
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.943
CHEMBL1995 Prostanoid IP receptor Homo sapiens 0.928
CHEMBL3037 Cannabinoid CB1 receptor Mus musculus 0.908
CHEMBL3724 Lysophosphatidic acid receptor Edg-4 Homo sapiens 0.809
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.574
CHEMBL3321 Monoglyceride lipase Rattus norvegicus 0.467
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.331
CHEMBL3582 Protein kinase C epsilon Homo sapiens 0.255

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
382.5 382.2719 3.95 13 83.83 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.92 - 3.8 3.8 0 27 0.29

Structural Alerts

There are 8 structural alerts for CHEMBL606. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02A - UTEROTONICS
G02AD - Prostaglandins
G02AD06 - misoprostol

A - ALIMENTARY TRACT AND METABOLISM
A02 - DRUGS FOR ACID RELATED DISORDERS
A02B - DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
A02BB - Prostaglandins
A02BB01 - misoprostol

ChemSpider ChemSpider:OJLOPKGSLYJEMD-URPKTTJQSA-N
DailyMed misoprostol
PubChem SID: 11532984 SID: 144205563 SID: 26755780 SID: 26755781
Wikipedia Misoprostol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL606



ACToR 59122-46-2
BindingDB 85606
Brenda 145059
ChemicalBook CB7713293
DrugBank DB00929
DrugCentral 1817
eMolecules 592144
EPA CompTox Dashboard DTXSID7020897
Guide to Pharmacology 1936
Human Metabolome Database HMDB0015064
IBM Patent System E5C06CE4932C650B8A1AD92586C06C69
MolPort MolPort-003-666-830
Nikkaji J345.358H
PharmGKB PA450523
PubChem 5282381
PubChem: Drugs of the Future 12013227
PubChem: Thomson Pharma 14804742 14927229
SureChEMBL SCHEMBL7787

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/OJLOPKGSLYJEMD-URPKTTJQSA-N spacer
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